Cheap Flights from Milan to Chicago, IL from $318
On Cheapflightsplus.com you will find 2 direct and 999 connecting flights from Milan to Chicago. You can compare airfare deals from 46 airlines and multiple travel sites from $318, book and save on cheap plane tickets and last minute offers. Also check out MIL-CHI flight schedule to find best flight time, convenient departure and arrival airports.
Flight Information
Below we will explain in detail what the flights cost on the destination from Milan to Chicago depends on and how to choose the most interesting flight option for you.
Distance between Milan and Chicago is 7289 miles. Time difference between the cities is 7h. Airplanes depart 00:50 to 23:59 from 4 Milan airports and arrive 00:50 to 23:59 to 7 Chicago airports. Average flight time is 9h 50m.
- The fastest flight 9h 50m
- Average flight time 9h 50m
- The earliest flight 00:50
- The latest flight 23:59
- Distance 4530 ml
Best Flights from Milan to Chicago Today
Price | Departure | Arrival | Flight Duration | Airline | Flight |
---|---|---|---|---|---|
from $884 | 15:20 Milan Malpensa | 18:10 Chicago O'Hare International | 9h 50m | United Airlines | UA415 |
from $1448 | 15:20 Milan Malpensa | 18:10 Chicago O'Hare International | 9h 50m | Lufthansa | LH7812 |
from $395 | 13:20 Milan Malpensa | 20:08 Chicago O'Hare International | 13h 48m layover 2h 0m - Philadelphia | British Airways | BA1623 BA5418 |
from $402 | 10:25 Milan Malpensa | 18:15 Chicago O'Hare International | 14h 50m layover 3h 50m - Madrid | Iberia | IB672 BA1637 |
from $318 | 17:55 Milan Milan Bergamo (Orio al Serio) | 17:50+1 день Chicago O'Hare International | 30h 55m layover 11h 30m - Hagersten 6h 20m - Helsinki | Ryanair | FR2878 AY802 AY9 |
from $341 | 13:00 Milan Linate | 17:50+1 день Chicago O'Hare International | 35h 50m layover 5h 40m - Hagersten 17h 5m - Helsinki | SAS | SK690 AY820 AY9 |
The cheapest months to travel to Chicago are august (from 318 $), october (from 359 $), september (from 421 $).
The most expensive months are january (from 629 $), december (from 574 $), november (from 565 $).
What is the lowest airfare Milan to Chicago?
The cheapest plane ticket found by our users is $318. This airfare is for economy class on one-way FR2878 flight by Ryanair for August 27, 2025 which leaves Milan Bergamo (Orio al Serio) in Milan at 17:55 am and arrives at Chicago O'Hare International at 17:50.
Flight Schedule Milan to Chicago (Illinois)
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Popular Airlines on the Route
The flight Milan — Chicago is served by 46 regular airlines and 6 low-cost airlines. Most of the flights on this route are operated by Neos - 12 departures per week at the price of from $ 499 . And the most expensive tickets are offered by Lufthansa airline - from $ 1448.
Direct flights
There are 2 nonstop flights on the route. The fastest direct flight is UA415 by United Airlines takes 9h 50m and the cheapest is FR2878 by Ryanair for $884.
- UA - United Airlinesfrom $884Find
- LH - Lufthansafrom $1448Find
Connecting Flights
There are 999 flights with layovers on the route. The fastest connecting flight is FR1455 by Ryanair takes 12h 15m and the cheapest is FR2878 by Ryanair for $318.
- NO - Neosfrom $499Find
- S4 - SATA Internationalfrom $568Find
- DE - Condor Airlinesfrom $663Find
- XZ - Ivoire Aero-Servicesfrom $433Find
- VY - Vuelingfrom $361Find
- FI - Icelandairfrom $456Find
- LO - LOTfrom $525Find
- JU - Air Serbiafrom $483Find
- FR - Ryanairfrom $318Find
- LX - SWISS International Air Linesfrom $462Find
- A3 - Aegean Airlinesfrom $727Find
- BT - airBalticfrom $776Find
Airports
You can fly from Milan to Chicago from 4 airports (Linate, Malpensa, Milan Bergamo (Orio al Serio), Segrate).
Milan airports
- Linate-LINfrom $341Find
- Malpensa-MXPfrom $356Find
- Milan Bergamo (Orio al Serio)-BGYfrom $318Find
- Segrate-SWKFind
Chicago airports
- O'Hare International-ORDFind
- Midway-MDWFind
- Dupage County-DPAFind
- Chicago FSS-CHIFind
- Merrill C Meigs (closed)-CGXFind
- Pal-Waukee-PWKFind
- Chicago NAS-NOHFind
Airplanes
There are flights to Chicago from Milan by 46 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.
Top International Destinations from Milan
Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.
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How to book a plane ticket yourself?

- Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
- Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
- Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
- Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
- That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.
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